Coloration of materials made with or containing cellulose acetate



Patented Feb. 13, 1934 i UNITED STATES" OOLQRATION OF MATERIALS MADE WITH OR CONTAINING CELLULOSE ACETATE Georg e Holland Ellis and Henry chimes Olpin, Spondon, near Derby, England, assignors to Celanese Corporation of America, a corporation of Delaware No Drawing. Application October 8, 1928, Serial 3 Claims.

This invention relates to the dyeing. printing or stencilling of filaments, threads, yarns, fabrics, films or other products made with or containing cellulose acetate.

5 Prior U. S. Patent No. 1,618,415 describes the .dyeing or otherwise coloring of cellulose acetate -materials with unsulphonated nitro derivatives of diarylamines.

As the result of further research we have discovered that particularly fast and therefore very valuable dyeings, printings and stencillings may be obtained by means of compounds having the formula where R represents a benzene ring substituted by alkyl, alkoxy or acetylamino, and X represents a halogen atom.

As examples of the bodies which may be applied according to the present invention the following may be mentioned:--para-tolyl-4-chlor- 2-nitraniline; meta-tolyl-4-chlor-2-nitraniline; 4-ethoxy-phenyl 4 chlor 2 nitraniline; 4"- methoxy-phenyl-4-brom-2-nitraniline; 4' -acetylamino-phenyl-4-chlor-2-nitraniline.

These bodies are all new compounds and may be obtained by condensation of the appropriate amino compound with the appropriate nitrodihalogen-benzene. They may be applied to the goods by any suitable method, for example in aqueous solution,--suspension or dispersion. Sus- 35 pensions or dispersions thereof may be obtained for instance by fine grinding and suspending in aqueous baths or pastes, which may or may not be made acid or alkaline and to which protective colloids such as glue, starch, gums or the like may be added if desirable; by first dissolving in an organic solvent and pouring into water containing or not containing a protective colloid, or by pretreating the bodies with suitable dispersing agents. Such dispersing agents are for instance 45 those of prior U. S. Patents 1,618,413 and 1,618,414

- granted February 22, 1927, 1,694,413 granted December 11, 1928 and 1,716,721 granted June 11, 1929 and a British Patent 273,819, viz. bodies of oily or fatty characteristics, namely higher fatty acids or sulphonated or other derivatives thereof containing salt-forming groups, such as sulphoricinoleic acid or other sulphonated fatty acids or salts of such acids or bodies, for instance their alkali or ammonium salts, used alone 'or.in conjunction with auxiliary solvents as de- No. 311,252, and in Great Britain November 7,

(Cl. 85) I scribed in U. S. Patent No. 1,690,481 granted November 6, 1928 and British Patent No. 269,960;

sodium or other soluble salts or soaps of resin iacids.

. The nitro bodies of the present invention may be employed not only for the dyeing, printing and stencilling of goods consisting wholly of cellulose acetate but also for the dyeing, printing and stencilling of mixed yarns, fabrics or materials containing, in addition to cellulose acetate, other materials such as cotton or other natural or artificial cellulose fibres, wool, silk and so forth. In general the bodies do not dye cotton and only slightly tint silk and wool. Thus mixed goods can be dyed, printed or stencilled to show differential or solid eifects as desired, appropriate dyes or coloring matters being applied if required to the non-acetate portion of the mixed material, either separately or simultaneously with the nitro bodies of the present invention.

The following examples illustrate the invention, but are not to be considered as limiting it in any W8y Example 1 To dye a golden yellow shade on 10 kilos of cellulose acetate knitted fabric:-

100 grams of the dyestufi para-tolyl-4-chlor-2- nitraniline are ground to a'fine powder and added to 500 grams of neutral sodium sulpho-ricinoleate (50%). The whole is heated to -100 C. till a good dispersion is obtained, and then diluted with boiling water, and added through a filter cloth to a dyebath containing 300 litres of soft water. The goods are entered and the temperature raised during hour to 75-80 C. and maintained at this temperature till the desired shade is achieved. The fabric is then .lifted, rinsed, and dried or otherwise treated as requisite. The shade is of exceptionally good fastness to light.

Example 2 the cotton is first dyed in a suitable machine, the dyebath being prepared as follows:-

600 litres of softwater are heated to 30 C. and 12 litres of a 32.5% solution of sodium paracresolate added. Into this is sieved 2.5 kilos of the anthraquinonoid vat dyestufi obtained by oxidation of dibenzanthrone and subsequent treatment with methyl sulphate and known as Caledon jade green paste (Color Index No. 1101). 750 grams of sodium hydrosulphite powder are now dredged in and the bath raked over gently until reduction is complete. The previously scoured-off material is entered and worked 20 minutes during which time the temperature is raised to 50 C. dyeing being continued at this temperature for a further 15 minutes when the goods are removed from the bath, squeezed, oxidized in air or in a bath containing 1 gram per litre of olive oil soap and 1 gram per litre of sodium perborate at C.

The acetyl cellulose component is now dyed a golden orange shade as follows:--

250 grams of ground 4-ethoxy-phenyl-4-chl0r- 2-nitraniline are well stirred or ground with 2.5 litres of sodium-ricinoleate (50%). The mixture is heated under an open steam pipe and then diluted with boiling water and further boiled. The liquor is then filtered into a dye-bath containing cold soft water. The material is introduced and dyeing carried out while raising the temperature.

from 60 to 75 C., the volume of the bathbeing about 30:1 on the weight of the material.

where R is a benzene ring containing an alkyl group or an acetyl amino group and X is a halogen.

2. Process for dyeing materials comprising cellulose acetate comprising applying thereto a body having the formula RNHO-X where R is a benzene ring containing in the para position an alkyl group or an acetyl-amino group and X is a halogen.

3. Process for dyeing materials comprising cellulose acetate comprising applying thereto paratolyl4-chlor-Z-nitraniline.

GEORGE HOLLAND ELLIS. HENRY CHARLES OLPIN. 

